Ask anyone and they'll agree that ankle boots are a wardrobe essential. In fact, if you looked at your shoe rack right now, you'd probably find a pair of black ankle boots. (I know I would!) While 2020 has brought us back some major throwback trends from the early aughts, like tube tops [1], that doesn't mean you can't continue rocking your favourite staples, like your booties. All you have to do is find fresh new ways to style 'em so they don't feel outdated or boring.
If you're hoping to get the lowdown on how to style your ankle boots with your favourite jeans, dresses, or even a pair of leggings, we've got you covered. Ahead, we're answering all your burning styling questions when it comes to these classic shoes. Whether you're a chunky sole kind of gal or you love a bold pop of colour, there are outfit ideas [2] for everyone. Keep reading to see all the new ways we'll be styling our classic ankle boots in 2020. If you're looking to add more ankle boots to your wardrobe, we've also included some of our favourite styles for you to shop too.
How to Wear Ankle Boots With a Dress
Add volume to a collared black dress with ankle boots that have straps or buckles.
How to Wear Ankle Boots With Trousers
Wear heeled ankle boots with trousers that graze the ankle, so most of your boot is still on display.
How to Wear Ankle Boots With Tights
Pair your chunky black ankle boots with sheer tights, a skirt, and a tweed blazer for a preppy look.
How to Wear Ankle Boots With a Skirt
Whether you're a fan of leather or slip skirts, your black ankle boots will instantly add some edge to your outfit. Finish your look off with a shearling-lined coat if it's cold.
How to Wear Ankle Boots With Jeans
Let your ankle boots steal the show by pairing them with cropped mom jeans, a lace top, and a leather jacket.
How to Wear Ankle Boots With Skinny Jeans
Style your worn-in skinny jeans with a pair of white ankle boots and a plaid shirt for a street-style-ready look.
How to Wear Ankle Boots With Straight-Leg Jeans
If you're looking for a way to make your straight-leg jeans fancy, style them with a pair of metallic ankle boots and a jacket.
How to Wear Ankle Boots With Socks
Let a pair of quirky socks peek out of your favourite ankle boots. You can even match them with your top if you want a cohesive look.
How to Wear Ankle Boots With Leggings
One way you can get away with wearing leggings in public is by styling them with a minidress and white ankle boots.
How to Wear Ankle Boots in the Spring
In the Spring, you can style your leather ankle boots with white pants and a structured coat that's perfect for the transitional weather.
How to Wear Ankle Boots in the Winter
Play with proportions and wear your booties with a long plaid coat during the Winter.
ASOS Design Rescue Leather Block Heel Boots
ASOS Design Rescue Leather Block Heel Boots [5] ($58, originally $72)
Ganni Western Boots
Ganni Western Boots [6] ($475)
Zara Low Heeled Ankle Boots With Trim at Heel
Zara Low Heeled Ankle Boots With Trim at Heel [7] ($60)
Acne Studios Bertine Booties
Acne Studios Bertine Booties [8] ($590)
Alexander Wang Mascha Low Booties
Alexander Wang Mascha Low Booties [9] ($595)
Steve Madden Mistin Booties
Steve Madden Mistin Booties [10] ($131)
ASOS Depp Ankle Boots With Shaped Stacked Heels
ASOS Depp Ankle Boots With Shaped Stacked Heels [11] ($135)
Chloé Susanna Studded Leather Ankle Boots
Chloé Susanna Studded Leather Ankle Boots [12] ($1,380)